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$395

3 BR / 2 BA / Sleeps 6

6 Reviews

$395

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House in the Dunes

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Built in 2007, this ocean front home has a private trail through rolling sand dunes down to a white sand beach that stretches for miles. Right out front is Dog Fish Bar, a world class fishing location. Sand bars stretch for a mile right out front making for great adventuring at low tide. A great spot for swimming, …
  • Suitable for children

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Reviews

(6)

Best place to stay on the Vineyard!

Left on Apr 16, 2014 for a stay in October 2013

If your looking for a magical place to stay on the Vineyard this is the place. The views are incredible. The house is so comfortable and I slept great every night! I found myself never wanting to leave to go into town!

I find myself to be super creative when I'm at the House in the Dunes. If you need your muse to speak to you then this is the place for you!

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$358

2 BR / 1 BA / Sleeps 4

1 Reviews

$358

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THE BOATHOUSE ON STONEWALL POND - CHIL RALD-138B

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Unique waterfront living in the heart of Chilmark. The Boathouse sits directly on the shores of Stonewall Pond, with sweeping water views of the Pond, Stonewall Beach and the Atlantic Ocean. You also have access to Stonewall Beach -- one of Chilmark's most prestigious private association beaches. The wraparound decks …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

spiritually reviving spot with mesmerising view

Left on Dec 27, 2013 for a stay in June 2013

we have stayed in this property 3 years running in both June and July. It's the most peaceful spot imaginable (no mobile phone signal) with unending wildlife activity ( we have seen young ospreys learning how to fish (hilarious); sea otters eating their dinner right by the deck; busybody geese families; horseshoe crabs;a seal; deer and even a Labrador on a paddle board).

We have been coming …

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$383

3 BR / 3 BA / Sleeps 6

ITALA - North Slope Custom Home, Large Wrap Around Deck, WiFi - Aquinnah vacation rentals
1 / 18

$383

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ITALA - North Slope Custom Home, Large Wrap Around Deck, WiFi

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Contemporary Post and Beam home, private location, bounded by large oaks and stone walls. Enjoy this impeccably maintained 3 bedroom, 3 bath home. Custom designed and featuring a chef's kitchen. The cathedral ceiling great room is open to the spacious dining and kitchen area. Custom features include exposed wood beams…
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

5 BR / 2 BA / Sleeps 9

HIGHC - Acres of Privacy, Expansive Deck, Screened Porch, Wifi Internet - Aquinnah vacation rentals
1 / 19

$400

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HIGHC - Acres of Privacy, Expansive Deck, Screened Porch, Wifi Internet

5 BR / 2 BA / Sleeps 9 | Quick view

Details

Royal Barry Wills Cape - Elegant yet understated retreat. Features expansive decks and screened porch overlooking acres of gorgeous yard and stonewalls. This spectacular family vacation home boasts 3 bedrooms and 3 baths in the main residence and a children's/teen bunk house with 2 Singles is just a few steps across …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$672

3 BR / 3 BA / Sleeps 6

TIERD - Light House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aqu - Aquinnah vacation rentals
1 / 16

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Amenities and Features include... Light House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah Beaches Additional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, outside shower - enclosed, outdoor furniture.
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,786

5 BR / 5 BA / Sleeps 10

QUANSOO WATERFRONT COMPOUND WITH GUEST COTTAGE - CHIL EBRA-61 - Aquinnah vacation rentals
1 / 29

$1,786

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QUANSOO WATERFRONT COMPOUND WITH GUEST COTTAGE - CHIL EBRA-61

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Tucked away in the prestigious Quansoo area of Chilmark, this architect-designed compound sits peacefully on the shores of the Tisbury Great Pond. There are sophisticated touches inside and out, with a Main House, Guest House, and key access to Quansoo Beach. The Main House is centered around a two-story Great Room …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$315

2 BR / 2 BA / Sleeps 3

1 / 23

$315

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Aquinnah - Vineyard Up-Island Spot - Waterviews

2 BR / 2 BA / Sleeps 3 | Quick view

Details

This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled, inviting and private, the house has multiple levels and sits on over an acre of wooded land with stone walls and a stream running through the property. Inside, the house offers wood floors throughout, a cook's kitchen and an …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$600

3 BR / 2 BA / Sleeps 6

1 / 30

$600

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MCCAL - Waterview, A/C, WiFi, Menemsha Pond Access

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Don't miss this rare opportunity to vacation in a beautifully renovated 275 year old antique New England Cape. Private beach front on Menemsha Pond is a short walk from the house. Built in the 1700's for Captain John Pease and his wife, Hannah, this 3 bedroom home is steeped in history and has been home to a famed …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$179

2 BR / 1 BA / Sleeps 4

1 / 13

$179

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FENNB - Menemsha, Waterview, Walk to beach

2 BR / 1 BA / Sleeps 4 | Quick view

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Amenities and Features include... Menemsha, Waterview, Walk to beach Additional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, cd player, outside shower - enclosed, vacuum, outdoor furniture, ironing board.
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$320

1 BR / 1 BA / Sleeps 4

2 Reviews

$320

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Chilmark Cottage

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

This small cottage on a hill, built in the 1950's, has been updated for comfort and style while maintaining the feel of the old-time Vineyard. One bedroom, one bathroom, a computer room, and a great room that includes kitchen, living, and dining area fit comfortably into 450 square feet. Many windows let in light, …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(2)

up-island charm

Left on Mar 14, 2014 for a stay in August 2013

We love our stays here in the summer with our two kids. The cottage is cozy, but, with the studio and spacious, private yard, we are comfortable here with extended family. The beaches nearby are amazing, and having access to Lucy Vincent is essential for us. But, great as the beaches are, we often find ourselves laying around the yard all morning and enjoying the peaceful setting. Everyone …

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$215

3 BR / 2 BA / Sleeps 6

1 / 24

$215

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Aquinnah Waterview Rental (-Aquinnah-Waterview-Rental-AQ602)

3 BR / 2 BA / Sleeps 6 | Quick view

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Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville Beach. Additional …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$736

5 BR / 4 BA / Sleeps 8

1 / 31

$736

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MICHA - Chilmark Hilltop Luxury Home, A/C, Wifi Internet

5 BR / 4 BA / Sleeps 8 | Quick view

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MVVR EXCLUSIVE: Spectacular 5 bedroom, 4.5 bath retreat. Lovely distant waterviews overlooking the South Shore. Hilltop setting with privacy and a five minute drive to Lucy Vincent Beach. This spacious custom home has been decorated by one of the island's premier professionals. A combination of contemporary …
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

2 BR / 1 BA / Sleeps 4

1 / 23

$215

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THE POND HOUSE ON STONEWALL BEACH - CHIL JJAF-95GH

2 BR / 1 BA / Sleeps 4 | Quick view

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Luxurious beachfront living in Chilmark with sweeping water views of Stonewall Beach, Squibnocket Ridge, and Stonewall Pond. The Pond House sits directly on the intersection of Stonewall Beach and Pond, with water views throughout the house and across the large wraparound deck. Walls of windows and French doors frame …
  • Internet Access
  • Washing Machine
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  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

3 BR / 1 BA / Sleeps 7

1 Reviews

$150

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Ernest Manheim House

3 BR / 1 BA / Sleeps 7 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Mid-island, three-bedroom home in West Tisbury! The yard stretches back to trees and grape vines. Birds sing in a choir. The all-wood, rustic living room beckons you to relax, unwind or be creative. The Manheim House sits away from the crowds on a 1-acre plot of land in the middle of Martha's Vineyard. It was built …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great Place To Stay

Left on Oct 07, 2014 for a stay in September 2014

We traveled with my sister and brother in-law and enjoyed the stay. We found the home to be more than adequate to meet our needs. Good price, fairly close to all larger towns. We were all comfortable. Owners seem to be very nice.

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$258

3 BR / 1 BA / Sleeps 6

1 / 21

$258

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Waterfront, Tisbury Great Pond

3 BR / 1 BA / Sleeps 6 | Quick view

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Location: the open land around Tisbury Great Pond is exceptional. It’s low, wide, and alive with wildlife, and the sound of surf rolls in across the landscape. It’s a different climate within a mile of the ocean. The pond offers an endless supply of activities & places to explore. The ocean beach at “the cut” …
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • Deck
  • Books
  • Suitable for children

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$279

3 BR / 2 BA / Sleeps 6

1 / 17

Details

Contemporary home set on a quiet hilltop offers families a chance to kick back and enjoy a slower pace. This beautifully maintained home boasts two living spaces -TV/family room on the entry level and a sun filled open concept living, kitchen and dining area on the 2nd level. Each of these rooms opens to the 2nd level…
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

3 BR / 2 BA / Sleeps 8

1 / 35

$500

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HILL HOUSE ON STONEWALL POND - CHIL RALD-140

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Hill House sits atop a bluff along the shores of Stonewall Pond with panoramic water views of the Pond and Stonewall Beach, as well as views over Quitsa Pond in the other direction. There is also access to Stonewall Beach, one of Chilmark's most prestigious private association beaches. Hill House is all about the view…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,029

4 BR / 3 BA / Sleeps 8

1 / 30

$1,029

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HERGT - Luxury Retreat, Ferry Tickets, Quansoo Association Beach Rights, Central Air, 4500 sq. ft.

4 BR / 3 BA / Sleeps 8 | Quick view

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Outstanding private rental home nestled on 7.2 private acres in the seaside community of Chilmark on the Island of Martha's Vineyard, features a key to Quansoo Beach, one of the most beautiful private association beaches on the island. Warmth, comfort and charm await you and your family in this air conditioned, 4500 …
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,108

5 BR / 3 BA / Sleeps 8

1 / 22

Details

Open, airy contemporary set high on a hilltop with expansive waterviews. Relax and enjoy the views from the large deck or spend time with family and friends at the pool. This lovely home is tastefully and comfortably furnished. All modern amenities are provided. Peaceful, quiet, magnificent sunsets, and just a short …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$900

5 BR / 4 BA / Sleeps 12

1 / 30

$900

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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

5 BR / 4 BA / Sleeps 12 | Quick view

Details

Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the east and west houses …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$543

4 BR / 3 BA / Sleeps 8

1 / 16

Details

Owner Transfer Ferry Tickets, Please Inquire Easy, breezy and comfortable beach house located in most desirable Long Point Beach area, on the south shore side of West Tisbury. Quietly tucked away on two acres and surrounded by a large manicured yard this lovely home offers vacationing families a perfect getaway …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$593

4 BR / 2 BA / Sleeps 10

1 / 14

$593

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BERWD - Waterview, Walk to Menemsha Beach

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Sweeping water view over Vineyard Sound to the Elizabeth Islands. Freshly renovated Cape-style, three bedrooms, with sofa beds in den and sunroom, sleeps 8-10 people. Short walk to lovely Menemsha Village, and less than two miles to Lucy Vincent's Beach. Large, landscaped treed lot of 2.3 acres on a hill. New …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$486

3 BR / 2 BA / Sleeps 10

1 Reviews

$486

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Private Beach Front With Mooring, Renovated!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Private beach with mooring!Hot fishing spot known as Dogfish bar!Beautiful renovated home.1 minute walk to the beach through our deeded sand dune!Views through out this home.It has everything! Granite kitchens and baths! Seating for at least 12. Open floor plan. Hardwood floors. 3 BR 2 Full bathrooms. Sleeps 10 with 2…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great location and spacious home

Left on Jul 22, 2014 for a stay in July 2014

Open and spacious home that had an amazing backyard for our kids to run around. Ocean views and French doors that made every morning and evening inviting. We loved our stay at this home and walked to the beach every day.

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$604

3 BR / 2 BA / Sleeps 6

1 / 26

$604

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LEWID - Menemsha Waterfront, Magnificent Views and Private Location, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This quintessential Chilmark home has been impeccably maintained and continuously updated. The dining and living areas open to a wrap around deck. Enjoy spectacular water views and sunsets from just about every room in the house. Stroll to the beach and Menemsha village where you will find the fish market, village …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,325

8 BR / 8 BA / Sleeps 22

1 / 23

$1,325

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Avalon, the Inn on Cuttyhunk

8 BR / 8 BA / Sleeps 22 | Quick view

Details

The Avalon was built in 1909 by William Wood. He ultimately developed the choicest sites on Cuttyhunk Island for the summertime enjoyment of family, friends and business associates. This was his first construction project on the Island. After the First World War, the home became a convalescent facility for injured …
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$465

4 BR / 3 BA / Sleeps 8

1 / 16

$465

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SWINL - Private Pool, Landscaped Yard, Wifi

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Lovely 3 bedroom home set on 3+ acres of privacy. Large deck and in-ground pool for summer vacation enjoyment. Set in the Christiantown area of West Tisbury. You are close to beautiful Lambert's Cove Beach, groceries, ATM, and great dining are all within a mile of the house. Amenities and Features include... …
  • Internet Access
  • Patio
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

5 BR / 4 BA / Sleeps 12

1 / 21

$400

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HAUCJ -

5 BR / 4 BA / Sleeps 12 | Quick view

Details

An award winning architectural design coupled with Vineyard charm and seclusion, this house has two wings allowing for multiple family co-existance. This vacation home is open, spacious and filled with light with a wrap-around deck for sun or shade. Amenities and Features include... Additional amenities include: …
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

3 BR / 3 BA / Sleeps 6

1 / 25

$500

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HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

3 BR / 3 BA / Sleeps 6 | Quick view

Details

A quiet oasis tucked away on Blueberry Ridge, the Hillside Hideaway enjoys a tranquil country setting with rolling meadows, and thoughtfully designed outdoor landscaping with patios and outdoor living spaces set amid nicely manicured grounds and gardens. Inside, the house is designed to enjoy the serene setting as …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$736

1 BR / 2 BA / Sleeps 3

1 / 14

$736

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YEOM1 - Waterview, Walk to Private Association South Shore Beach

1 BR / 2 BA / Sleeps 3 | Quick view

Details

"The Little House" on the beach. Two minute stroll to South surf beach. Incredible views from sunrise to sunset. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. This wonderful cottage is a one of a kind. A pet will be considered on a case by case …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,215

6 BR / 4 BA / Sleeps 10

1 / 23

$1,215

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BRESP - Waterview, Association Beach

6 BR / 4 BA / Sleeps 10 | Quick view

Details

Contemporary Home commands one of Martha's Vineyard's most spectacular views overlooking the Elizabeth Islands and Vineyard Sound. Breathtaking sunsets. Outdoor patios and deck and multiple living areas provide many options for family gatherings or quiet times. Amenities and Features include... Waterview, …
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$700

3 BR / 2 BA / Sleeps 6

1 / 21

$700

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Aquinnah Waterfront Rental With Private Beach! (Aquinnah-Waterfront-Rental-With-Private-Beach!-AQ606)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Walk off the deck of this wonderful beach house right onto the dunes! Enjoy swimming, fishing, sailing, snorkeling, or just relaxing the day away. At the end of the day, watch the spectacular sunsets! When Dogfish bar surfaces, collect sand dollars. Comb the beach for shells and sea glass. Live in the rhythm of the …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$593

3 BR / 2 BA / Sleeps 6

1 / 15

$593

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LORUA - Waterfront, Hi Speed Internet

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Coastal cottage nestled in the dunes on a private and gorgeous North Shore beach. This peaceful beach retreat is a world away and just perfect for those looking to kick back in a seaside cottage and relax in the warm summer sun. Just a short walk down your private path to private North Shore beach. This pristine …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$429

4 BR / 3 BA / Sleeps 8

1 / 24

$429

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LENOM HOUSE AT STONEWALL POND - CHIL RALD-138A

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Enjoy sweeping water views across Stonewall Pond and Beach, as well as access to the private ocean beach at prestigious Stonewall Beach. Lenom House is tucked away between Stonewall and Quitsa Ponds, with dramatic water views of both well known Chilmark Ponds, plus the south shore and Stonewall Beach. The open first …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,143

4 BR / 5 BA / Sleeps 8

1 / 19

$1,143

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HILLTOP HOUSE WITH WATER VIEWS AND POOL - AQ GGIB-15

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Tucked away on an Aquinnah hillside with sweeping water views from Menemsha Harbor and Vineyard Sound to Quitsa and Menemsha Ponds, Hilltop House is designed around those views, and an equally inspiring pool compound with lush gardens and coastal-inspired pool house suite. Starting with a roof deck on down, the views …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

6 BR / 5 BA / Sleeps 10

1 / 36

$1,000

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DEEP BOTTOM POND LUXURY RETREAT WITH POOL & GUEST APARTMENT - WT HWES-99

6 BR / 5 BA / Sleeps 10 | Quick view

Details

Set amid the rolling meadows and ponds of the prestigious Deep Bottom Pond neighborhood, this large luxury retreat is nicely appointed inside and out, with heated pool, patios, gardens and luxurious detailing throughout, including a Guest Apartment with full kitchen. The first floor features an open layout with Living…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

4 BR / 3 BA / Sleeps 9

1 / 22

$286

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THE WHALE HOUSE: LONG POINT RETREAT - WT MALD-159

4 BR / 3 BA / Sleeps 9 | Quick view

Details

Point B Exclusive - Privately set near Long Point Beach, The Whale House is a beautifully appointed, coastal-inspired vacation home that is an ideal getaway for family and friends. The first floor includes a sun-filled open layout for easy entertaining and relaxation, and features a Living Area with gas fireplace and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$454

4 BR / 2 BA / Sleeps 6

1 / 24

$454

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LEWDG - Waterfront, Waterview, Walk to Beach, Hi Speed Internet, WiFi

4 BR / 2 BA / Sleeps 6 | Quick view

Details

Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. Amenities and Features include... Waterfront, Waterview, Walk to…
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$279

3 BR / 2 BA / Sleeps 6

1 / 15

$279

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PERRG - A/C, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... A/C, WiFi Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, porch - screened, outside shower - enclosed, vacuum, outdoor furniture, ironing board.
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$858

5 BR / 6 BA / Sleeps 10

1 / 29

Details

This beautiful new custom home is situated on a private road and 4 acres overlooking expansive Atlantic Oceans views. Professionally decorated, this home features 5 bedrooms (all en suite) and 1 1/2 additional baths. The great room design hosts three distinct seating areas - seating for TV viewing, seating area with …
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

3 BR / 2 BA / Sleeps 6

1 / 18

$643

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WILGG - Quansoo (with private beach key), Central Air, Waterview, Waterfront

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, Waterfront Additional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower - enclosed, private beach - association, …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$243

3 BR / 2 BA / Sleeps 6

1 / 18

Details

This comfortable, ranch-style home has a large, private back yard and wonderful screened porch off the living room for evening dinners with a summer breeze. Enjoy swimming at Lambert’s Cove Beach, just a short drive from this home, which has beautiful views and calm water – a favorite of families. Late-night …
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$693

4 BR / 2 BA / Sleeps 8

1 / 6

$693

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HARRD - Spectacular Waterviews, Pool, WiFi

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Enjoy the in ground pool and spectacular ocean views from this casual, mostly glass hill top contemporary. Kick back and relax by the pool in an area of splendid nature. Amenities and Features include... Spectacular Waterviews, Pool, WiFi Additional amenities include: coffee maker, pets considered, lobster pot, …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$965

4 BR / 3 BA / Sleeps 7

1 / 16

Details

Pristine 4 bedroom, 3-1/2 bath, tastefully furnished contemporary home situated off of Moshup Trail across the road from ocean beach. From the large porch, deck and screened porch off the master bedroom, there are spectacular sunsets and panoramic waterviews which include the famous Gay Head Cliffs, Lighthouse, Nomans…
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$386

2 BR / 1 BA / Sleeps 4

1 / 22

$386

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ALDEB - Waterfront, Hi Speed Internet

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Owner Transfer Ferry Tickets - Please Inquire Immaculate waterfront gem on Stonewall Pond. Breathtaking views across pond to barrier beach. Perfect for honeymoon getaway. Sleeps four - please ask agent for details. Walk or kayak to Stonewall Beach. Pets Considered. Amenities and Features include... Waterfront, Hi …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$550

4 BR / 3 BA / Sleeps 10

1 / 15

Details

Tucked away in a grove of mature sassafras and beetlebung trees, this private oak post and beam home is situated on a high hill overlooking the Gay Head lighthouse with lovely views of the Atlantic Ocean. Completed in 2001, this home offers commercial grade gourmet kitchen appliances and antique period furnishings. …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$593

4 BR / 2 BA / Sleeps 8

1 Reviews

$593

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GOLUH - Wifi, A/C in Master

4 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Owner Transfer Ferry Tickets - Please Inquire Situated on a cul-de-sac overlooking a private meadow with spreading oaks ensures privacy. The screened porch, meadow bench, hammock and second floor deck off the master bedroom provide quiet spots to get away. Amenities and Features include... Wifi, A/C in Master …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Vineyard vacation

Left on Aug 11, 2014 for a stay in August 2014

Great vacation. Home was clean, property is private and quiet and as always, very comfortable. Convenient location for our family vacation needs. Lack of recycling at house was the only down side. Hopefully will be made available in the future.

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$800

3 BR / 2 BA / Sleeps 5

1 / 18

$800

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WEINS - Gorgeous Waterviews, Wifi Internet

3 BR / 2 BA / Sleeps 5 | Quick view

Details

Located on one of the highest points on the Island. Spectacular waterviews from most every room. Acres of undisturbed privacy. This is a modernized, and beautifully detailed authentic 19th century farmhouse. Surrounded by rolling landscape, a wisteria-covered pergola and gorgeous views of the North and South Shores …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$758

5 BR / 4 BA / Sleeps 8

1 / 26

$758

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CASED - Deep Bottom Pond, Private Heated Pool, Central Air, WiFi, Gorgeous Views

5 BR / 4 BA / Sleeps 8 | Quick view

Details

Contemporary home in Deep Bottom area of West Tisbury. This gracious home with pool and patio over looks the open meadow land that is deep bottom. The home is professionally landscaped and there is a large patio area surrounding the pool. The detached pool/guest house hosts bedroom number 5 on the 2nd level and a bath…
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$243

4 BR / 3 BA / Sleeps 8

1 / 21

$243

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MILLD - Green Home, Private Location, Short Drive to Gorgeous West Tisbury Beaches, Wifi

4 BR / 3 BA / Sleeps 8 | Quick view

Details

All new contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families. This green home features walls of windows allowing wonderful views of the surrounding environment. The home is …
  • Internet Access
  • Patio
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

5 BR / 4 BA / Sleeps 9

6 Reviews

$643

Inquire

Stunning Multi-Generational 5 BR Ocean View Home!

5 BR / 4 BA / Sleeps 9 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

This comfortable contemporary home located up-island in Chilmark, includes a key to a private beach, Blackpoint, and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the common areas bring the outdoors inside with spectacular sunshine and …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Peaceful Beauty

Left on Jun 14, 2010 for a stay in May 2009

This home sits serenely on a small hill surrounded by fields. The floor plan is open and airy, with sunlight filling the rooms. Furnishings are comfortable. I especially love the gourmet kitchen and the view of the ocean from the living room. The lower level sleeping area is perfect for the kids, with the two master bedrooms on the main floor nice sized. The house is well appointed and organized…

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